Redox Isomerization via Azomethine Ylide Intermediates: N-Alkyl Indoles from Indolines and Aldehydes

被引：86

作者：

Deb, Indubhusan ^{[1
]}

Das, Deepankar ^{[1
]}

Seidel, Daniel ^{[1
]}

机构：

[1] Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 04期

基金：

美国国家科学基金会;

关键词：

IMINIUM ION ROUTE; RING-CLOSURE REACTIONS; ONE-POT SYNTHESIS; NITROGEN-HETEROCYCLES; SECONDARY-AMINES; FUNCTIONALIZATION; CYCLIZATION; TETRAHYDROQUINOLINES; STEREOCHEMISTRY; METHYLIDES;

D O I：

10.1021/ol1031359

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Indolines react with aromatic and heteroaromatic aldehydes to yield N-alkyl indoles in a benzoic acid catalyzed redox isomerization reaction. Azomethine ylides are intermediates in this process which was established by intramolecular [3 + 2] trapping experiments.

引用

页码：812 / 815

页数：4